Asymmetric synthesis of β′-amino-α,β-enones via addition of α,β-unsaturated ketone-derived enolates to chiral N-phosphonyl imines

Yiwen Xiong, Haibo Mei, Jianlin Han, Guigen Li, Yi Pan

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Efficient asymmetric Mannich addition reactions between α,β-unsaturated ketone derived enolates and N-phosphonyl imines were reported. These reactions could proceed smoothly for a variety of imine substrates with good (up to 96%) chemical yields and excellent diastereoselectivities (up to 98:2 dr). The method reported in this work provides an easy access to chiral β′-amino-α,β-enones.

Original languageEnglish
Pages (from-to)2476-2479
Number of pages4
JournalTetrahedron Letters
Volume55
Issue number15
DOIs
StatePublished - Apr 9 2014

Keywords

  • Asymmetric Mannich reaction
  • Diastereoselectivity
  • N-Phosphonyl imine
  • α,β-Unsaturated ketone
  • β′-Amino-α,β-enones

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